Multi-step reaction with 7 steps
1: 65 percent / 1N NaOH / methanol / 5 h / Ambient temperature
2: 1.) triethylamine / 1.) ether, -15 deg C, 30 min then 0 deg C, 15 min, 2.) 0 deg C, 2.5 h
3: 64 percent / silver benzoate, triethylamine / methanol / 2 h / Ambient temperature
4: 1N KOH / methanol / 23 h / Ambient temperature
5: 92 percent / hydrogen / Pd-C / methanol / 1 h
6: 2.) hydrogen / 2.) Pd-C / 1.) ethanol, r.t., 45 min, 2.) ethanol, r.t., 20 h then 40 deg C, 4 h
7: 77 percent / 2,2'-dipyridyl disulfide, triphenylphosphine / acetonitrile / 2 h / 80 °C
With
potassium hydroxide; sodium hydroxide; 2,2'-dipyridyldisulphide; hydrogen; silver benzoate; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
methanol; acetonitrile;
DOI:10.1248/cpb.34.2732